Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 14, Problem 14.38SP
- a. Predict the values of m/z and the structures of the most abundant fragments you would observe in the mass spectrum of di-n-propyl ether.
- b. Give logical fragmentations to account for the following ions observed in the mass spectrum of 2-methoxypentane 102, 87, 71, 59, 31.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Account for the formation of the base peaks in these mass spectra.
Q.) Isobutylmethylamine, m/z 44
(a) Predict the values of m>z and the structures of the most abundant fragments you would observe in the mass spectrumof di-n-propyl ether.(b) Give logical fragmentations to account for the following ions observed in the mass spectrum of 2-methoxypentane:102, 87, 71, 59, 31.
į. A sample of edible oil was subjected to analysis using mass spectrometry (MS).
The following mass spectra (X and Y) were obtained. The spectra represent 2,4-
decadienal and squalene. Identify the spectrum of 2,4-decadienal and squalene
and explain your answer.
H3C.
H
2,4-decadienal
Squalene
81
0.2-
0.1 -41
67
95
1231
L 10352
100
200
300
400
500
m/z
X
0.2-
69
0.15 -
81
0.1 -
0.05 .41
95
10949,7520sg83P8732 334136BDE234494891
100
200
300
400
500
m/z
Y
Scaled Intensity
Scaled Intensity
Chapter 14 Solutions
Organic Chemistry (9th Edition)
Ch. 14.2C - Rank the given solvents in decreasing order of...Ch. 14.2D - Prob. 14.2PCh. 14.2D - In the presence of 18-crown-6, potassium...Ch. 14.3B - Give a common name (when possible) and a...Ch. 14.3C - Prob. 14.5PCh. 14.3C - Name the following heterocyclic ethers.Ch. 14.4 - Propose a fragmentation to account for each...Ch. 14.5 - Prob. 14.8PCh. 14.5 - Prob. 14.9PCh. 14.6 - Prob. 14.10P
Ch. 14.7 - Explain why bimolecular condensation is a poor...Ch. 14.7 - Prob. 14.12PCh. 14.7 - Prob. 14.13PCh. 14.8 - Prob. 14.14PCh. 14.8 - Prob. 14.15PCh. 14.8 - Prob. 14.16PCh. 14.10A - Prob. 14.17PCh. 14.10A - Prob. 14.18PCh. 14.10B - Prob. 14.19PCh. 14.11B - Show how you would accomplish the following...Ch. 14.11B - Prob. 14.21PCh. 14.12 - Prob. 14.22PCh. 14.12 - Prob. 14.23PCh. 14.12 - Prob. 14.24PCh. 14.13 - Prob. 14.25PCh. 14.13 - Prob. 14.26PCh. 14.14 - Prob. 14.27PCh. 14.15 - Give the expected products of the following...Ch. 14 - Write structural formulas for the following...Ch. 14 - Give common names for the following compounds. a....Ch. 14 - Give IUPAC names for the following compounds. a....Ch. 14 - Glycerol (propane-1,2,3-triol) is a viscous syrup...Ch. 14 - Prob. 14.33SPCh. 14 - Show how you would make the following ethers,...Ch. 14 - (A true story.) An inexperienced graduate student...Ch. 14 - Prob. 14.36SPCh. 14 - a. Show how you would synthesize the pure (R)...Ch. 14 - a. Predict the values of m/z and the structures of...Ch. 14 - The following reaction resembles the...Ch. 14 - Prob. 14.40SPCh. 14 - Prob. 14.41SPCh. 14 - Prob. 14.42SPCh. 14 - Give the structures of the intermediates...Ch. 14 - Prob. 14.44SPCh. 14 - Show how you would synthesize the following ethers...Ch. 14 - Prob. 14.46SPCh. 14 - Prob. 14.47SPCh. 14 - Prob. 14.48SPCh. 14 - An acid-catalyzed reaction was carried out using...Ch. 14 - Propylene oxide is a chiral molecule. Hydrolysis...Ch. 14 - Prob. 14.51SPCh. 14 - Prob. 14.52SPCh. 14 - Prob. 14.53SPCh. 14 - Prob. 14.54SPCh. 14 - In 2012, a group led by Professor Masayuki Satake...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- What distinguishes the mass spectrum of 2,2-dimethylpropane from the mass spectra of pentane and isopentane?arrow_forwardAnnotate the Mass Spec, 1H NMR, and 13C NMR for C4H11N or Butylamine Annotate the Mass Spec, 1H NMR, and 13C NMR for C4H8O or Butraldehyde Annotate the Mass Spec, 1H NMR, and 13C NMR for C5H8O or Cyclopentanone Thanks :)arrow_forward3. The mass spectrum of 2-methyl-3-pentanol is shown below. What fragments can you identify? 80- 60 L 40 20 0 10 20 100 40 60 qule m/2 80 OH CH³CHCHCH₂CH3 CH3 100 120 140arrow_forward
- How do you get from 1-phenyl-1-butanone (m/z = 148) to the phenyl cation (m/z = 77) on a mass spectrum? I know it's two fragmentations, but I'm not sure where.arrow_forwardHow would you interpret this IR spectra of fluorene? What I mean by this is which peaks let you know its fluorene and which peaks show impurities if any such as 9-fluorenone since this lab required a separation of fluorene and 9-fluorenone. Other impurities could be solid alumina and sand and the solvents of pet. ether and dichlormethane.arrow_forwardDetermine the incorrect statement regarding the mass spectrometry of 2-pentanone and 3- pentanone Both ketones display their base peak at m/z 43. b. The molecular ion peak of both ketones appears at m/z 86. Both ketones form important fragments after homolytic cleavage of their molecular ion peak. d. A characteristic peak at m/z 58 in the mass spectrum of ketone I can be used to differentiate it from ketone I.arrow_forward
- Q.3. The low resolution mass spectrum of 3-methyl-3-pentanol (see its structure below) shows m/z peaks at 102, 87, 84, and 73. Propose the structures of these peaks. OHarrow_forwarda. An oxygen-containing compound shows an absorption band at ~1700 cm-1 and no absorption bands at ~3300 cm-1, ~2700 cm-1, or ~1100 cm-1. What class of compound is it? b. A nitrogen-containing compound shows no absorption band at ~3400 cm-1 and no absorption bands between ~1700 cm-1 and ~1600 cm-1 or between 2260 cm-1 and 2220 cm-1. What class of compound is it?arrow_forwardWhich of the following molecules would show the most mtense FT-IR signal for the alkyne vibration around 2200 cm O 1. HC CH O 2. propyne 1-ol O 3.2-butyne O4. CH3CH2C=N Os. 1,2-diphenylethyne QUESTION 39 Why were the product alkenes removed by simple distillation in the dehydration of 2 methyl-2-butanol with 9 M H2SO4 rather than extracted with an organic scivent? O 1. Alkenes are not very soluble in organic sotvents O2. The dehydration is a reversible process O3.2 Methyl 2-butanol will not react with 9 M H2S04 at room temperaturE O4. Simple distilation ensures that only one alkene isomer is formed O 5. None of the abovearrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY